A novel synthesis of 2-arylaminothiazolo[4,5-d]pyridazinones

The reaction of 5(4)-amino-4(5)-chloropyridazin-3(2H)-ones 1 (9 ) with methyl dithiocarbamates 2 gave 2-arylaminothiazolo4,5-d]pyridazinones 3 (10 ). Treatment of 5(4)-alkylamino-4(5)-chloropyridazin-3(2H)-ones 5 (12 ) with 2 afforded the corresponding 2-aryliminothiazolo4,5-d]pyridazinones 6 (13 ). Cyclization of 1a with phenylisothiocyanate produced 2-amino- and 2-iminothiazolo4,5-d]pyridazinones 3a and 16 .